((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester

Base Information

• Chemical Name: ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester
• CAS No.: 193287-69-3
• Molecular Formula: C₂₈H₃₈N₂O₁₀
• Molecular Weight: 562.617
• Mol file: 193287-69-3.mol

Synonyms:

Chemical Property of ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester

There total 4 articles about ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

L-Aspartic acid dimethyl ester (6384-18-5) → ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester (193287-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1: i-BuOCOCl, NMM

2: HCl/EtOAc, amberlite IRA-400 (OH)

3: 120 h / 65 °C

4: Ag₂O / dimethylformamide

With 4-methyl-morpholine; hydrogenchloride; Amberlite IRA-400; ethyl acetate; silver(l) oxide; isobutyl chloroformate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)00961-1

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester (193287-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1: i-BuOCOCl, NMM

2: HCl/EtOAc, amberlite IRA-400 (OH)

3: 120 h / 65 °C

4: Ag₂O / dimethylformamide

With 4-methyl-morpholine; hydrogenchloride; Amberlite IRA-400; ethyl acetate; silver(l) oxide; isobutyl chloroformate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)00961-1

Reference yield:

α-L-aspartyl β-benzyl ester L-aspartic acid dimethyl ester (871927-90-1) → ((2S,5S)-2-Benzyloxycarbonylmethyl-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl)-acetic acid tert-butyl ester (193287-69-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 120 h / 65 °C

2: Ag₂O / dimethylformamide

With silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)00961-1

upstream raw materials:

L-Aspartic acid dimethyl ester

BOC-L-aspartic acid 4-benzyl ester

α-L-aspartyl β-benzyl ester L-aspartic acid dimethyl ester

(S)-2-((S)-3-Benzyloxycarbonyl-2-tert-butoxycarbonylamino-propionylamino)-succinic acid dimethyl ester

Downstream raw materials:

[(2S,5S)-2-(Benzylcarbamoyl-methyl)-4-tert-butoxycarbonylmethyl-5-methoxycarbonylmethyl-3,6-dioxo-piperazin-1-yl]-acetic acid tert-butyl ester

[(2S,5S)-5-(Benzylcarbamoyl-methyl)-1,4-bis-hexylcarbamoylmethyl-3,6-dioxo-piperazin-2-yl]-acetic acid methyl ester